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Westbrook Vacation Rentals

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    Don't let other travellers get your favourite Westbrook area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 24 Rentals in Westbrook
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    Westbrook
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Westbrook
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    The following rentals are within 10 kilometres of Westbrook.
    Portland, Maine - East End Rental1 / 11
    (30)Very good
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Waterfront Fun Pet Friendly Vacation Rental Camp1 / 23
    (9)Very good
    Gorham
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Porch
    • Patio
    • Parking
    • Balcony
    • Grill
    • Central Heating
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 2017
    Peaceful and quiet cottage on wooded lot along the river. The boats with life jackets just made it extra special for our family to explore! Inside the comfy beds had nice...
    Reviewed August 23, 2016
    Great rental. Very relaxing and quiet. Really clean and fully stocked with everything you would need. Just bring yourself and food. We loved it here and was sad when vacation...
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    About this property
    Waterfront camp in Maine for weekly rent that offers peace, relaxation and fun for a family or small group. The camp is located on the Presumpscot River in Gorham, Maine. So unique and offers up 5 to sleep comfortably in any of the 2 bedrooms and an L-shaped couch in the living room. A...
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    Gorham, Maine 04038
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Old Port! Right in the heart of the Old Port near everything! The unit has luxurious linens, a full kitchen, TV, Roku, WiFi, games, books, coffee, an espresso maker, soap, shampoo, conditioner, hairdryer, iron and so much more. Please note, this unit is absolutely amazing, however, it...
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Majestic Garden Condo Featuring Private Outdoor Space Downtown/West-End Portland1 / 19
    (6)Very good
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Private Garden
    • Washer
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2018
    This little cozy cottage was perfect for me and my wife. It was very clean and comfortable with a full kitchen. We walked to everything and never had to use the car to get...
    Reviewed January 5, 2018
    Great find in the West End with easy access to a ton of restaurants and attractions! This neighborhood is beautiful, definitely one of Portland’s finest! The condo is tucked...
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    About this property
    This magnificent California style, private condo is located in the heart of the West End of Portland, couple blocks from the heart of Downtown and The Old-Port, walking distance to anywhere around galleries, restaurants, coffee shops, pubs, microbreweries, retails stores, and the museums. Stay at...
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Willard Beach Get Away - Dog Friendly1 / 13
    (1)Excellent
    South Portland
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2017
    Great location for visiting all the Portland sights. Located in a quiet section of South Portland just one house from the beach. The owner was friendly and helpful at all stages...
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    About this property
    Perfect for a Maine summer vacation. This completely renovated, 400 sq foot studio apartment is one house away from Willard Beach, 4 blocks to Willard Square, 1 mile from downtown South Portland, and a 5 minute drive to downtown Portland, ME. The apartment has a full bath, a kitchenette, air...
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    South Portland, Maine 04106
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!1 / 72
    (3)Excellent
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 31, 2017
    My husband and I visited in late October from the Houston area. We were looking for a change of pace and East Coast charm and were not disappointed. The house was located in a...
    Reviewed June 18, 2017
    My husband, sister, two teenagers, and I stayed for 10 days in May. We loved it so much, we didn't want to leave. The cottage is beautifully decorated, with views of Casco...
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    About this property
    BRAND NEW TO MARKET! Accepting winter thru fall reservations now. Beautifully renovated 3 Bedroom, 1.5+ bath turn-of-the-century seaside home features beautiful views of the Portland shipping channel and the islands of Casco Bay and is just 100 yards to Willard Beach. Sleeps 7-9. This...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Portland
    5 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Entire 2nd and 3rd floors of a Duplex. I promise it will be comfy, clean and adorable. A quick reminder that this is a second floor apartment with hardwood floors. You will have to be considerate of the people on the first floor. The yard is great but I cannot have parties at all. This is not that...
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    Portland, Maine 04103
    Condo/Apartment - 5 Bedrooms, 1 Bathroom, Sleeps 10
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1,400 SF of Living Space with a Fenced back yard Fantastic space with high ceilings, modern kitchen and room for 8. Washer & Dryer on site, close to all things Portland without being directly in the bustle of downtown. Great for families with dogs or folks in town for all of the amazing music...
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    Location Information
    Portland, Maine 04103
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Terrace
    • Porch
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Why stay in a hotel when you can enjoy a fully equipped 500 square foot apartment in downtown Portland for half the price? North Street is often regarded as the one of the nicest streets on the 'Hill' and you will not be disappointed in this compact but well equipped urban apartment with driveway...
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    Location Information
    Portland, Maine 04101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Portland, ME - East End Garden Suite1 / 6
    (2)Average
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Shared Garden
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 3, 2014
    We stayed here for 3 days while in Portland. The apartment was fairly clean and we were about a eight to ten minute drive from downtown. We didn't have very many options because...
    Reviewed October 25, 2013
    Very nice, cute, and tasteful, yet simple, first floor apartment in a great location. Plenty of space and natural light with separate rooms, versus open design, which I found to...
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    About this property
    Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A...
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    Location Information
    Portland, Maine 04102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully renovated house was stripped down to the studs for a full-scale renovation. Beautifully designed and completely renovated by a highly recognized designer, the house retains the original 1906 Dutch Colonial charm, but was creatively reimagined for today's open-concept and luxurious...
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    Location Information
    South Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Ocean Views
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My home is brand new and was completed at the end of the Summer in 2015. I designed and furnished the home with a lot of thought, attention to detail and aesthetic appeal. Floors are hardwood and Carrara marble in two baths and Brazilian black slate in the half bath. There are 3 bedrooms and 2...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • Patio
    • Grill
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, newly renovated bungalow in the WIllard Beach neighborhood is the latest creation of the well-known and highly respected SoPo Cottage team! Completed in August 2016, It is now being offered for the first time as a vacation rental home. This beautiful home is comfortable for 2...
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    Location Information
    Portland, Maine 04106
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you'd prefer being walking distance to Portland's best beaches and parks, but want a modern, sleek and private apartment, look no further. Accommodating up to 2x couples or a small family, our recently renovated apartment is ready for your stay. Our place is just 20 min by foot to Portland, or...
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    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the heart of Downtown Old Port! This unit provides all the essentials and more. It has luxurious linens, a full kitchen, Smart TV, WiFi, games, books and so much more. You are really staying in style here while living in luxury. The unit screams Portland with all of its character...
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 6 Bathrooms, Sleeps 8
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Explore Maine’s breathtaking and dramatic coastline dotted with appealing villages, islands, and lighthouses from the cozy comfort of this sunny 2BR/1.5BA duplex. The convenient location is within walking distance of the beach, eateries, and shopping. Relax in your...
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    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Life is better with an ocean view! There are wonderful OCEAN VIEWS! VERY close to the beach! Right here in the quiet beachfront community of Willard Beach in South Portland, there are lots of things to do and see VERY CLOSE BY, and many are within walking distance! The inside is gorgeous and...
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    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This new 1BR South Portland cottage is perfect for a couple but offers plenty of space for entertaining. You’re just 10 minutes from all of the historical buildings and restaurants of downtown Portland. Take a boat cruise or stroll through town. Sleeps 2. ABOUT THE COTTAGE Enter this brand-new,...
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    South Portland, Maine 04106
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Life is better with OCEAN VIEWS and a 3-minute walk to the beach! This NEWLY refurbished, bright, well decorated, and spacious unit will delight you! OCEAN VIEWS from inside and the big deck with new grill area. See sailboats, lobster boats, birds, islands and more. Located in the quiet beachfront...
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    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Comfort | Location | Charm1 / 6
    (1)Excellent
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed August 1, 2018
    Portland is a wonderful city and Kim's apartment is the perfect home base. All we hoped for and more... reflected accurately on the website.
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    About this property
    This 1100 sqft apartment in an 1850 house mixes modern comfort with an Asian flair given by curios and mementos gathered during my many journeys to Asia. Unlike many listings, this really is my home, and I hope to find guests who will enjoy its uniqueness, and respect all that I have gathered over...
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    Location Information
    Portland, Maine 04102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Originally built in 1920, this bright and airy two-level 2BR/1.5BA beachside property features upscale design elements including wood beam ceilings, a gourmet kitchen, and hardwood floors as well as a private fenced yard. Please note this dog-friendly duplex has an adjoining, yet...
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    Location Information
    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • Porch
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Visit Portland, Maine: Very comfortable updated apartment in vintage building 2 blocks from the Eastern Prom and the East End Beach, and a 15 minute walk from Portland's Old Port and downtown. This is a vintage fully renovated, second floor, 1 flight walk-up, 3-bedroom living space. There is...
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    Portland, Maine 04101
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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